IP Library Granted Patent US 9,233,895
Granted Patent B2
US 9,233,895 · App. 14/695,579 · Granted Jan 12, 2016

Process to manufacture 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb)

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Quick Facts
Patent No.
US 9,233,895
App. No.
14/695,579
Granted
Jan 12, 2016
Kind
B2
Abstract

The invention relates to a process to produce HCFC-244bb from HCFO-1233xf wherein, in one embodiment, one or more co-feed species having a normal boiling point of between about −80° C. to about 0° C., such as HFC-245cb, is added to the reaction at a pressure of at least about 100 psig; and in another embodiment it is added to maintain a mole ratio of HFC-245cb to HCFO-1233xf of between about 0.005:1 to about 1:1. The HFC-245cb may be added as recycled by-product of the reaction and/or added as fresh feed. The HFC-245cb provides elevated pressures to the reaction thereby facilitating reactor operation, mixing and HCFC-244bb product removal. Other co-feed species are also disclosed.

Claims (27)

1. A process to prepare 2-chloro-1,1,1,2-tetrafluoropropane (244bb) comprising:

(a) contacting 2-chloro-3,3,3,-trifluoropropene (1233xf) with HF in a reaction zone under conditions effective to form 244bb; and

(b) adding one or more co-feed species which are chemically inert in the presence of HF and a fluorination catalyst, the one or more co-feed species having a normal boiling point between about −80° C. and about 0° C.

2. The process of claim 1 wherein the co-feed species is added to the reaction zone to maintain a mole ratio of co-feed species to 1233xf of between about 0.005:1 to about 1:1.

3. The process of claim 1 wherein the co-feed species:

(i) is a product of step (a) and is added back, in whole or in part, to the reaction zone in step (b) as recycle, or

(ii) is added to the reaction zone in step (b) as fresh co-feed species, or

(iii) is added to the reaction zone as a combination (i) and (ii).

4. The process of claim 3 wherein the co-feed species is added at a pressure of at least about 100 psig.

5. The process of claim 4 wherein the pressure is between about 100 psig and about 500 psig.

6. The process of claim 5 wherein the pressure is between about 120 psig to about 300 psig.

7. The process of claim 2 wherein the mole ratio is between about 0.01:1 to about 0.5:1.

8. The process of claim 7 wherein the mole ratio is between about 0.04:1 to about 0.25:1.

9. A process to prepare 2-chloro-1,1,1,2-tetrafluoropropane (244bb) comprising feeding to a reaction zone 2-chloro-3,3,3,-trifluoropropene (1233xf), HF, and adding one or more co-feed species which are chemically inert in the presence of HF and fluorination catalyst and which one or more co-feed species have with a normal boiling point between about −80° C. and about 0° C., under conditions effective to form 244bb wherein the mole ratio of co-feed species to 1233xf in the reaction zone is between about 0.005:1 to about 1:1.

10. The process of claim 9 wherein the mole ratio is between about 0.01:1 to about 0.5:1.

11. The process of claim 10 wherein the mole ratio is between about 0.04:1 to about 0.25:1.

12. The process of claim 1 wherein the normal boiling point is between about −70° to about 0° C.

13. The process of claim 12 wherein the normal boiling point is between about −60° to about 0° C.

14. The process of claim 13 wherein the normal boiling point is between about −50° to about 0° C.

15. The process of claim 14 wherein the normal boiling point is between about −40° to about 0° C.

16. The process of claim 15 wherein the normal boiling point is between about −30° to about 0° C.

17. The process of claim 16 wherein the normal boiling point is between about −20° to about 0° C.

18. The process of claim 17 wherein the normal boiling point is between about −10° to about 0° C.

19. The process of claim 1 wherein the normal boiling point is between about −70° to about −10° C.

20. The process of claim 19 wherein the normal boiling point is between about −60° to about −20° C.

21. The process of claim 20 wherein the normal boiling point is between about −50° to about −30° C.

22. The process of claim 21 wherein the normal boiling point is between about −40° C.

Assignments (1)
SECURITY INTEREST Recorded Jan 12, 2026
From: SOLSTICE ADVANCED MATERIALS US, INC.
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 074569/0260 →